B2B CMO Roundtable

How to Grow Pipeline in the AI Era

Thursday, June 18, 2026

2:00 pm

11:00 am

Four B2B CMOs — Practical Topics — Virtual Discussion

Join Dimitri Vlachos of Spacelift, Jayashree Rajan of Nexla, Mike O’Malley of Oligo Security, and Michael Cucchi of Hydrolix for a virtual CMO roundtable discussion.

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What the CMOs Will Cover

Growing pipeline using AI across marketing workflows, measuring revenue impact, positioning technical products, and building demand with technical buyers.

The question for CMOs isn’t just “where’s the pipeline...”

“It’s how marketing balances pipeline accountability with the broader work of shaping strategy, messaging, and go-to-market alignment.”

Dimitri Vlachos

CMO

What’s driving pipeline right now and what is not

“It’s not just stopping at MQLs. It’s the qualified buyers that match your pain points and move further along in the conversation, into pipeline, and ultimately closed-won revenue.”

Jayashree Rajan

CMO

Marketing-sourced pipeline and revenue accountability

“We get measured on how many opportunities marketing has delivered, but more importantly, what actual dollar pipeline we’re generating.”

Mike O’Malley

CMO

AI workflows across content, campaigns, and operations

“My team is Claude coding. My services team is Claude coding. We’re starting to build apps that entangle each other.”

Michael Cucchi

CMO

Who Should Join

B2B marketing professionals and teams responsible for pipeline and revenue in technical markets.

CMOs

Digital Marketing leaders

Head of Growth

VP Demand Generation

Meet Our Speakers

Dimitri Vlachos

CMO

Dimitri is a proven marketing leader with 20+ years of experience driving growth across early-stage and scaling B2B companies. As CMO at Spacelift, he leads demand generation and go-to-market strategy. He has scaled companies from $7M to $250M run rates, managed $5M+ budgets, and led teams of 30+. A 3X CMO, Dimitri previously held leadership roles at Brinqa, Devo, and Riverbed, with deep expertise in positioning, product marketing, and building demand engines that drive pipeline.

Jayashree Rajan

CMO

Jayashree is a global marketing leader with 20+ years of experience across B2B and B2C technology. As CMO at Nexla, she leads go-to-market and demand strategy for an AI-driven data platform. Previously CMO at Jitterbit, she doubled pipeline in under two quarters. At Five9, her team drove 30% ROAS improvement and generated $35M in new revenue. She has held senior leadership roles at HP, MicroFocus, and Symantec, with deep expertise in demand generation, digital transformation, and scaling revenue.

Mike O’Malley

CMO

Mike is a seasoned marketing leader with 20+ years of experience building and scaling global marketing organizations in cybersecurity and enterprise technology. As CMO at Oligo Security, he leads go-to-market and demand generation. Previously CMO at Noname Security and SVP of Global Marketing at CyberArk, he helped drive the transition to a digital-first, ARR-focused business. He has also led marketing at Optanix and 128 Technology, with a track record of building scalable demand programs that deliver measurable pipeline impact.

Michael Cucchi

CMO

Michael is a data-driven product and marketing leader with deep experience across data, security, and infrastructure. As CMO at Hydrolix, he leads go-to-market and demand generation for a real-time data platform built for internet-scale analytics. Previously, he held senior roles at Sumo Logic and PagerDuty, helping scale revenue from $150M to $370M and reposition platforms for modern use cases. He brings expertise in product-led and sales-led growth, positioning, and building marketing systems that drive pipeline and market expansion.

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